A palladium-catalyzed approach to polycyclic sulfur heterocycles.
The synthesis of a variety of polycyclic thiophenes and benzothiophenes is accomplished via a palladium-catalyzed domino ortho-alkylation/direct arylation reaction. An examination of the intramolecular direct arylation of thiophenes suggests that an electrophilic metalation mechanism may be present. This method was further extended to include the synthesis of a (thieno)benzoxepine.
Martins
Andrew
A
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
Lautens
Mark
M
D000478:Alkylation; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D013457:Sulfur Compounds / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry
D006571:Heterocyclic Compounds; D011083:Polycyclic Compounds; D013457:Sulfur Compounds; D013876:Thiophenes; D010165:Palladium